Oxpheneridine (carbamethidine)

Oxpheneridine (carbamethidine)

Clinical data
Other names	Oxpheneridine, Carbamethidine
Identifiers
IUPAC name ethyl 4-phenyl-1-(2-hydroxy-2-phenylethyl)piperidine-4-carboxylate
CAS Number	546-32-7
PubChem CID	56863
Chemical and physical data
Formula	C22H27NO3
Molar mass	353.45 g/mol g·mol−1

Oxpheneridine (Carbamethidine) is a 4-phenylpiperidine derivative that is related to the opioid analgesic drug pethidine (meperidine).

Oxpheneridine is not currently used in medicine. Presumably it has similar effects to other opioid derivatives, such as analgesia, sedation, nausea and respiratory depression.

Unlike most opioid derivatives, oxpheneridine is not specifically listed as an illegal drug. In the UNODC narcotics report of 1958, they state that it was not possible to administer oxpheneridine in high doses as it is poorly soluble and highly irritating, and at the low doses administered it did not produce addiction in animals. This appears to be the only time oxpheneridine has been investigated, and so its pharmacological properties have not been well established.

Oxpheneridine would probably be regarded as a a controlled substance analogue of pethidine on the grounds of its related chemical structure in some jurisdictions such as the USA, Australia and New Zealand.

In Canada, Oxpheneridine is specifically excluded from the illegal drugs list on the Controlled Drugs and Substances Act schedules, presumably on the basis of the lack of addictive potential found by the UNODC. Canada also lists "Carbamethidine" as another excluded drug on its schedule, but this appears to be a double entry as the chemical name listed for carbamethidine is actually the chemical name of oxpheneridine, and the chemical name given for oxpheneridine on the Canadian drug schedules is chemically incorrect and does not correspond to a compound that could exist.

References

UNODC Bulletin on Narcotics 1958

Canadian Controlled Drug Schedules